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Retosiban

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

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Data Packages
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Identification

Generic Name
Retosiban
DrugBank Accession Number
DB11818
Background

Retosiban has been used in trials studying the treatment of Premature Labor and Obstetric Labour, Premature.

Type
Small Molecule
Groups
Investigational
Structure
3D
Similar Structures
Weight
Average: 494.592
Monoisotopic: 494.252920211
Chemical Formula
C27H34N4O5
Synonyms
  • Retosiban
External IDs
  • GSK-221149
  • GSK-221149A
  • GSK221149A
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
AOxytocin receptor
modulator
Humans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Dipeptides
Alternative Parents
N-piperazineacetamides / Alpha amino acids and derivatives / Indanes / 2,5-dioxopiperazines / 2,4-disubstituted oxazoles / N-alkylpiperazines / Morpholines / Tertiary carboxylic acid amides / Heteroaromatic compounds / Secondary carboxylic acid amides
show 8 more
Substituents
1,4-diazinane / 2,4-disubstituted 1,3-oxazole / 2,5-dioxopiperazine / Alpha-amino acid or derivatives / Alpha-dipeptide / Aromatic heteropolycyclic compound / Azacycle / Azole / Benzenoid / Carbonyl group
show 23 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
GIE06H28OX
CAS number
820957-38-8
InChI Key
PLVGDGRBPMVYPB-FDUHJNRSSA-N
InChI
InChI=1S/C27H34N4O5/c1-4-16(2)23-25(32)29-22(20-13-18-7-5-6-8-19(18)14-20)26(33)31(23)24(21-15-36-17(3)28-21)27(34)30-9-11-35-12-10-30/h5-8,15-16,20,22-24H,4,9-14H2,1-3H3,(H,29,32)/t16-,22+,23+,24+/m0/s1
IUPAC Name
(3R,6R)-6-[(2S)-butan-2-yl]-3-(2,3-dihydro-1H-inden-2-yl)-1-[(1R)-1-(2-methyl-1,3-oxazol-4-yl)-2-(morpholin-4-yl)-2-oxoethyl]piperazine-2,5-dione
SMILES
CC[C@H](C)[C@H]1N([C@@H](C(=O)N2CCOCC2)C2=COC(C)=N2)C(=O)[C@H](NC1=O)C1CC2=CC=CC=C2C1

References

General References
Not Available
PubChem Compound
11340891
PubChem Substance
347828165
ChemSpider
9515833
BindingDB
50372608
ChEMBL
CHEMBL429736
ZINC
ZINC000006718496
PDBe Ligand
NU2
Wikipedia
Retosiban
PDB Entries
6tpk

Clinical Trials

Clinical Trials
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PhaseStatusPurposeConditionsCountStart DateWhy Stopped100+ additional columns
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3CompletedTreatmentObstetric Labour, Premature1somestatusstop reasonjust information to hide
3TerminatedTreatmentObstetric Labour, Premature2somestatusstop reasonjust information to hide
2CompletedTreatmentObstetric Labour, Premature1somestatusstop reasonjust information to hide
1CompletedBasic ScienceObstetric Labour, Premature1somestatusstop reasonjust information to hide
1CompletedTreatmentObstetric Labour, Premature3somestatusstop reasonjust information to hide

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.156 mg/mLALOGPS
logP2.32ALOGPS
logP1.84Chemaxon
logS-3.5ALOGPS
pKa (Strongest Acidic)10.88Chemaxon
pKa (Strongest Basic)0.44Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area104.98 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity131.33 m3·mol-1Chemaxon
Polarizability52.99 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0000900000-ed096914657c0c7525a7
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-0110900000-cbd1d08342dc36b7975a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f6t-0242900000-9f83761afea6fe3a0d13
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000f-0062900000-177431f28a31de3a710c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fdk-2952500000-142d78e1a9a02de5898e
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-000j-6161900000-d50c82b09c340c419230
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-227.252217
predicted
DarkChem Lite v0.1.0
[M-H]-214.127
predicted
DeepCCS 1.0 (2019)
[M+H]+227.430117
predicted
DarkChem Lite v0.1.0
[M+H]+216.0844
predicted
DeepCCS 1.0 (2019)
[M+Na]+226.952817
predicted
DarkChem Lite v0.1.0
[M+Na]+221.95393
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Oxytocin receptor
Kind
Protein
Organism
Humans
Pharmacological action
Yes
Actions
Modulator
General Function
Receptor for oxytocin. The activity of this receptor is mediated by G proteins which activate a phosphatidylinositol-calcium second messenger system
Specific Function
Oxytocin receptor activity
Gene Name
OXTR
Uniprot ID
P30559
Uniprot Name
Oxytocin receptor
Molecular Weight
42770.99 Da
References
  1. Zhou Y, Zhang Y, Zhao D, Yu X, Shen X, Zhou Y, Wang S, Qiu Y, Chen Y, Zhu F: TTD: Therapeutic Target Database describing target druggability information. Nucleic Acids Res. 2024 Jan 5;52(D1):D1465-D1477. doi: 10.1093/nar/gkad751. [Article]

Drug created at October 20, 2016 20:50 / Updated at August 27, 2024 19:15